(6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-methoxyphenyl)-6,8-methanoquinoline

Base Information

• Chemical Name: (6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-methoxyphenyl)-6,8-methanoquinoline
• CAS No.: 409319-28-4
• Molecular Formula: C₁₉H₂₁NO
• Molecular Weight: 279.382
• Mol file: 409319-28-4.mol

Synonyms:(6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-methoxyphenyl)-6,8-methanoquinoline

Chemical Property of (6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-methoxyphenyl)-6,8-methanoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-methoxyphenyl)-6,8-methanoquinoline

There total 1 articles about (6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-methoxyphenyl)-6,8-methanoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 24.0%

(1R,5R)-6,6-dimethyl-3-methylenebicyclo<3.1.1>heptan-2-one (34413-89-3) + 1-<2-(2-Methoxyphenyl)-2-oxyethyl>pyridinium iodide → (6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-methoxyphenyl)-6,8-methanoquinoline (409319-28-4)

Guidance literature:

With ammonium acetate; In acetic acid; at 120 ℃; for 20h;

DOI:10.1016/S0040-4020(01)01002-X

Reference yield: 95.0%

(6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-methoxyphenyl)-6,8-methanoquinoline (409319-28-4) → (6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-hydroxyphenyl)-6,8-methanoquinoline (409319-29-5)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/S0040-4020(01)01002-X

Reference yield:

(6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-methoxyphenyl)-6,8-methanoquinoline (409319-28-4) → (6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-diphenylphosphinophenyl)-6,8-methanoquinoline

Guidance literature:

Multi-step reaction with 3 steps

1.1: 95 percent / BBr₃ / CH₂Cl₂ / 0 - 20 °C

2.1: 82 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

3.1: NiCl₂(dppe) / dimethylformamide / 0.5 h / 100 °C

3.2: 43 percent / 1,4-diazabicyclo[2.2.2]octane / dimethylformamide / 24 h / 100 °C

With pyridine; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; boron tribromide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)01002-X

upstream raw materials:

(1R,5R)-6,6-dimethyl-3-methylenebicyclo<3.1.1>heptan-2-one

Downstream raw materials:

(6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-hydroxyphenyl)-6,8-methanoquinoline

(6R,8R)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-trifluoromethanesulfonyloxy)-6,8-methanoquinoline